Posted Aug 14, 2026

Remote Inside Sales Specialist

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Licensed Inside Sales Specialist – Medicare | Primarily Remote| Long-Term Opportunity | Commission + Bonus Potential Ready to take your Medicare sales career to the next level? Join a respected regional health insurance organization where you'll help individuals confidently choose the Medicare coverage that best fits their needs. If you're a licensed insurance professional who thrives in a fast-paced sales environment, we'd love to connect with you! Why You'll Love This Opportunity • Primarily remote position • Contract through December 2026 with strong potential for extension or future permanent employment • Excellent history of converting high-performing contractors to full-time employees • Paid training and ongoing coaching • Competitive commission opportunities • Monthly team bonus opportunities • Evening shift differential available • Company pays for additional state licenses as needed Location Requirement Candidates must reside within 30 miles of one of the following hub locations: • Minnetonka, MN • Madison, WI • Omaha, NE • St. Louis, MO What You'll Do • Handle primarily inbound and warm lead calls • Follow up with prospective Medicare members • Conduct consultative needs assessments • Recommend Medicare plans based on each member's needs • Complete enrollments from start to finish • Maintain accurate documentation while meeting CMS and HIPAA compliance standards • Average approximately 20–60 calls per day during the Annual Enrollment Period Qualifications • Active Health Insurance License in good standing • National Producer Number (NPN) must be included on your resume • 1–3 years of: • Medicare or health insurance sales • Inside sales • High-volume contact center experience • Excellent communication and consultative selling skills • Strong computer and multitasking abilities Schedule Training • Monday–Friday • 8:00 AM – 4:30 PM CST Regular Shifts • 8:00 AM – 5:00 PM CST • 11:30 AM – 8:00 PM CST Shifts ending at or after 6:30 PM qualify for an evening shift differential after training. Remote Work Requirements • Professional home office • Hardwired internet connection (Ethernet preferred) • Camera on during meetings and training • Internet Speed Test required to apply Why Apply? This organization has an outstanding track record of extending contracts and hiring top-performing contractors into permanent positions. If you're passionate about helping Medicare members while earning commissions and bonuses, this is an opportunity you won't want to miss. #indmnad